Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C19H21BrN2O3S |
| Molecular Weight | 437.351 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
BrC1=CC(NC(=O)C2=CC=CC(=C2)S(=O)(=O)N3CCCCCC3)=CC=C1
InChI
InChIKey=IYAYHZZWYNXHEQ-UHFFFAOYSA-N
InChI=1S/C19H21BrN2O3S/c20-16-8-6-9-17(14-16)21-19(23)15-7-5-10-18(13-15)26(24,25)22-11-3-1-2-4-12-22/h5-10,13-14H,1-4,11-12H2,(H,21,23)
| Molecular Formula | C19H21BrN2O3S |
| Molecular Weight | 437.351 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/21370928Curator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/23200855 | https://www.ncbi.nlm.nih.gov/pubmed/27372638 | https://www.ncbi.nlm.nih.gov/pubmed/26089639
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21370928
Curator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/23200855 | https://www.ncbi.nlm.nih.gov/pubmed/27372638 | https://www.ncbi.nlm.nih.gov/pubmed/26089639
AK-7 is a brain penetrant selective SIRT2 inhibitor. AK-7 exerts neuroprotective properties in vitro and in vivo models of neurodegenerative
diseases (Huntington’s, Parkinson’s and Alzheimer’s disease).
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL4462 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21370928 |
15.5 µM [IC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Sirtuin-2 inhibition affects hippocampal functions and sodium butyrate ameliorates the reduction in novel object memory, cell proliferation, and neuroblast differentiation. | 2016-12 |
|
| Aging-related 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced neurochemial and behavioral deficits and redox dysfunction: improvement by AK-7. | 2016-09 |
|
| Sirtuin 2 Inhibition Improves Cognitive Performance and Acts on Amyloid-β Protein Precursor Processing in Two Alzheimer's Disease Mouse Models. | 2016-06-30 |
|
| SIRT2 inhibition exacerbates neuroinflammation and blood-brain barrier disruption in experimental traumatic brain injury by enhancing NF-κB p65 acetylation and activation. | 2016-02 |
|
| Aging-related rotenone-induced neurochemical and behavioral deficits: role of SIRT2 and redox imbalance, and neuroprotection by AK-7. | 2015 |
|
| Inhibition of Sirtuin 2 exerts neuroprotection in aging rats with increased neonatal iron intake. | 2014-11-01 |
|
| The sirtuin inhibitor cambinol impairs MAPK signaling, inhibits inflammatory and innate immune responses and protects from septic shock. | 2013-06 |
|
| The sirtuin 2 inhibitor AK-7 is neuroprotective in Huntington's disease mouse models. | 2012-12-27 |
|
| A brain-permeable small molecule reduces neuronal cholesterol by inhibiting activity of sirtuin 2 deacetylase. | 2011-06-17 |
Patents
Sample Use Guides
mice: i.p. 20 mg/kg twice daily.
rats: intracerebral injections into the substantia nigra 5 μg/side per day.
Route of Administration:
Other
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21370928
Treatment with 1-10 uM AK-7 resulted in protection of neurons in an in
vitro model of Huntington's disease
| Substance Class |
Chemical
Created
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| Record UNII |
308B6B695N
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